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Total synthesis of two naturally occurring polyacetylenic glucosides (−)-bidensyneoside A1 and B,and an analogue of (−)-bidensyneoside C
Institution:1. Department of Biological Sciences, Vittal Mallya Scientific Research Foundation, BTM II Stage, Bangalore 560076, India;2. Chemistry Division, Vittal Mallya Scientific Research Foundation, BTM II Stage, Bangalore 560076, India;1. Faculty of Science and Industrial Technology, Prince of Songkla University, Surat Thani Campus, Surat Thani 84100, Thailand;2. Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand;3. Natural Products Research Center of Excellence and Department of Microbiology, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla 90112, Thailand;4. National Center for Genetic Engineering and Biotechnology (BIOTEC), Thailand Science Park, Klong Luang, Pathumthani 12120, Thailand
Abstract:The total syntheses of two novel polyacetylenic natural products bidensyneoside A1 and B, as well as an analogue of bidensyneoside C are described. These syntheses are based on our recently developed strategy. A new preparation of the required starting material (E)-3-penten-1-yne was developed. The preparation of the analogue of (−)-bidensyneoside C further confirms the side chain configuration of the natural product as (R).
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